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E114

Sigma-Aldrich

EHNA hydrochloride

≥98% (HPLC), powder, adenosine deaminase inhibitor

Synonym(s):

erythro-9-(2-Hydroxy-3-nonyl)­adenine hydrochloride, erythro-9-Amino-β-hexyl-­α-methyl-9H-purine-9-ethanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H23N5O · HCl
CAS Number:
58337-38-5
Molecular Weight:
313.83
MDL number:
MFCD00151066
UNSPSC Code:
12352200
PubChem Substance ID:
24277713
NACRES:
NA.77

product name

EHNA hydrochloride, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

storage condition

desiccated

solubility

DMSO: >10 mg/mL
H2O: >10 mg/mL

SMILES string

Cl[H].CCCCCC[C@H]([C@H](C)O)n1cnc2c(N)ncnc12

InChI

1S/C14H23N5O.ClH/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19;/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17);1H/t10-,11+;/m0./s1

InChI key

VVDXNJRUNJMYOZ-VZXYPILPSA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)

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General description

EHNA is an adenosine deaminase inhibitor. It possesses antitumor action.

Application

EHNA hydrochloride has been used to treat microexplant culture to examine the direction and the motor responsible for the movement of autophagosomes in axons. It has also been used in nucleoside supplementation to inhibit the breakdown of deoxyadenosine by the enzyme adenosine deaminase.

Biochem/physiol Actions

Adenosine deaminase inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dynein-and activity-dependent retrograde transport of autophagosomes in neuronal axons
Katsumata K, et al.
Autophagy, 6(3), 378-385 (2010)
Sarah M Bowers et al.
Pediatric rheumatology online journal, 18(1), 54-54 (2020-07-12)
Human adenosine deaminase 2 (ADA2) is an extracellular enzyme that negatively regulates adenosine-mediated cell signaling by converting adenosine to inosine. Altered ADA2 enzyme activity has been associated with some viral infections and rheumatic diseases. The potential utility of ADA2 as
Enzyme inhibitors. 26. Bridging hydrophobic and hydrophilic regions on adenosine deaminase with some 9-(2-hydroxy-3-alkyl)adenines.
H J Schaeffer et al.
Journal of medicinal chemistry, 17(1), 6-8 (1974-01-01)
Nucleoside supplementation modulates mitochondrial DNA copy number in the dguok-/- zebrafish
Munro B, et al.
Human Molecular Genetics, 28(5), 796-803 (2018)
Kai Zhang et al.
Analytical chemistry, 82(8), 3207-3211 (2010-03-30)
A novel strategy for the fabrication of electrochemical aptasensor is proposed in this work, and the strategy has been employed to develop an aptasensor for the assay of adenosine deaminase activity. While a well-designed oligonucleotide containing three functional regions (an
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